Jack bumps Jenna's scheduled appearance on 'Late Night with Conan O'Brien' by booking new star Tracy. Jenna, still irate over watching the show change to "TGS with Tracy Jordan," lashes out at Liz. To make matters worse, Tracy's gone off his medication and he's about to go on national television.

Jenna anticipates the opening of her independent movie “The Rural Juror”, but the title proves to be a mighty tongue twister for the gang. Meanwhile, cash-challenged Tracy endorses his own celebrity product in an effort to get out of debt.

Liz wonders if she's actually on a date with Jack as she accompanies him to a birthday celebration for a foreign prince. While at the ball, Liz sees a different side to Jack as he unexpectedly runs in to his ex-wife. Back at 30 Rock, Tracy tempts Pete with a booze- and babe-filled party in the office, while Kenneth tries to keep Pete on the straight and narrow.

As shocked as she is to be called the c-word by Lutz, Liz is more horrified to realize he may be right. Meanwhile, Jack brings Tracy to a charity golf event to get closer to the chairman, however his plan backfires when Tracy acts too much like his uncensored self.

Jack sees an opportunity for budget cuts when Josh's contract is up, forcing Liz to go out of her way to motivate Josh into staying with TGS and not moving on to a rival show. Meanwhile, Kenneth earns a coveted spot in Tracy's entourage and Jenna gets in trouble over a misquote in Maxim.

The tables have turned inside 30 Rock: Liz is actually happy in her new relationship with Floyd while Jack finds his job may be in jeopardy after his televised fireworks fiasco prompts top GE man Don Geiss to warn he's got his eye on Jack's performance. Tracy vies for Geiss' attention, hoping to turn his feature film idea for Jefferson into a reality.

Sick of New York and frustrated with his career, Floyd contemplates a move to the Midwest and asks Liz if she's consider leaving TGS behind. Jack rushes to Paris (and soon, the altar) with Christie's auctioneer Phoebe while Tracy works furiously on financing his latest career move, dubbed the "Tracy Jordan Comeback."

As TGS' summer hiatus approaches, Liz deals with the difficulties of her long-distance relationship with Floyd while she enlists Kenneth's help in locating on-the-lam Tracy. Meanwhile, Jack's impending marriage to Phoebe brings his mother, Colleen Donaghy to town.

As the cast and crew of TGS with Tracy Jordan returns for a new season, Liz is excited to see Jack again. However, her excitement quickly fades as Jack insists that Liz is still not over Floyd. Meanwhile, Jerry Seinfeld shows up at Jack's office in an upset mood after Jack announces his newest plan. Finally, Kenneth becomes Tracy's office wife when Tracy separates from his wife and Jenna returns to set a whole lot heavier now that she has been involved in Mystic Pizza: The Musical!.

When Jack discovers that his boss is retiring, he decides to get in the competition for his position. Meanwhile, Jenna begins to enjoy her fame for being fat and along with Jack encourages Liz to get her act together. Finally, Kenneth makes it his mission to get Tracy and Angie back together.

It's time for Kenneth's annual house party, but he may be the only one excited about it. The soiree has only been attended by Liz in the past, so in order to get a better turnout Tracy spreads rumors that ultimately get out of hand. Meanwhile, Jack deals with NBC's new environmentally-friendly mascot, whose new-found stardom goes to his head.

Jack falls for a congresswoman he meets at a cocktail party and despite the fact that they hold opposite views, the couple agrees to put politics aside and have a secret affair. Meanwhile, Liz believes her Middle Eastern neighbor to be a terrorist and tips off Homeland Security, creating a big mess.

As part of his community service, Tracy must coach a little league team. All goes well until Jack takes interest in the team and turmoil starts from there. Meanwhile, Liz is asked out on a date by Jamie, the new coffee boy, who thinks Liz is actually younger than she truly is.

Jack gets attached to Liz's nurturing parents because they provide the love and support he never got from his mom. The staffers get ready for their raunchy holiday party, but Kenneth changes their plans at the last minute.

In the second season finale, Jack moves on to a new job involving politics in Washington, but the position is not quite what he anticipated. Meanwhile, Liz suffers a pregnancy scare, Kenneth confronts rival page Donny when applying for a summer job, and Tracy works on his latest invention.